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Synthesis of azulene-substituted benzofurans and isocoumarins via intramolecular cyclization of 1-ethynylazulenes, and their structural and optical properties
http://hdl.handle.net/10091/00020653
http://hdl.handle.net/10091/0002065356ddc400-5641-4508-abf5-ba8471a3f2ae
| 名前 / ファイル | ライセンス | アクション |
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Org_Biomol_Chem_16_480-489.pdf (817.4 kB)
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| Item type | 学術雑誌論文 / Journal Article(1) | |||||||||||||||||||||||
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| 公開日 | 2018-06-13 | |||||||||||||||||||||||
| タイトル | ||||||||||||||||||||||||
| タイトル | Synthesis of azulene-substituted benzofurans and isocoumarins via intramolecular cyclization of 1-ethynylazulenes, and their structural and optical properties | |||||||||||||||||||||||
| 言語 | ||||||||||||||||||||||||
| 言語 | eng | |||||||||||||||||||||||
| DOI | ||||||||||||||||||||||||
| 関連識別子 | https://doi.org/10.1039/c7ob02861j | |||||||||||||||||||||||
| 関連名称 | 10.1039/c7ob02861j | |||||||||||||||||||||||
| 資源タイプ | ||||||||||||||||||||||||
| 資源 | http://purl.org/coar/resource_type/c_6501 | |||||||||||||||||||||||
| タイプ | journal article | |||||||||||||||||||||||
| 著者 |
Shoji, Taku
× Shoji, Taku
× Tanaka, Miwa
× Takagaki, Sho
× Miura, Kota
× Ohta, Akira
× Sekiguchi, Ryuta
× Ito, Shunji
× Moric, Shigeki
× Okujima, Tetsuo
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| 信州大学研究者総覧へのリンク | ||||||||||||||||||||||||
| 氏名 | Shoji, Taku | |||||||||||||||||||||||
| URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.gmShOakh.html | |||||||||||||||||||||||
| 信州大学研究者総覧へのリンク | ||||||||||||||||||||||||
| 氏名 | Ohta, Akira | |||||||||||||||||||||||
| URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.uaTeOUkh.html | |||||||||||||||||||||||
| 出版者 | ||||||||||||||||||||||||
| 出版者 | ROYAL SOC CHEMISTRY | |||||||||||||||||||||||
| 引用 | ||||||||||||||||||||||||
| 内容記述 | ORGANIC & BIOMOLECULAR CHEMISTRY. 16(3):480-489 (2018) | |||||||||||||||||||||||
| 書誌情報 |
ORGANIC & BIOMOLECULAR CHEMISTRY 巻 16, 号 3, p. 480-489, 発行日 2018-01-21 |
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| 内容記述 | ||||||||||||||||||||||||
| 内容記述タイプ | Other | |||||||||||||||||||||||
| 内容記述 | First published: 08 Dec 2017 | |||||||||||||||||||||||
| 抄録 | ||||||||||||||||||||||||
| 内容記述 | The preparation of azulene-substituted benzofurans and isocoumarins was established by two types of intramolecular cyclization reaction of 1-ethynylazulenes. 2-(1-Azulenyl)- and 2,3-bis(1-azulenyl)benzofurans were prepared by the palladium-catalyzed cross-coupling reaction of 1-iodoazulenes with 2-ethynylphenol and that of 1-ethynylazulenes with 2-iodophenol under Sonogashira-Hagihara reaction conditions following the intramolecular nucleophilic addition of the oxygen nucleophile to the presumed 1-arylethynylazulenes. In contrast, 1-(phenylethynyl)azulenes bearing an o-methoxycarbonyl function on the substituted phenyl moiety exhibited intramolecular cyclization either in the presence of trifluoroacetic acid or N-iodosuccinimide (NIS) to afford azulene-substituted isocoumarins and 4-iodoisocoumarins, and the structures were clarified by single-crystal X-ray analysis. The optical properties of these compounds were also investigated by UV/vis spectroscopy and theoretical calculations. | |||||||||||||||||||||||
| 資源タイプ（コンテンツの種類） | ||||||||||||||||||||||||
| ISSN | ||||||||||||||||||||||||
| 収録物識別子タイプ | ISSN | |||||||||||||||||||||||
| 収録物識別子 | 1477-0520 | |||||||||||||||||||||||
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| 収録物識別子タイプ | NCID | |||||||||||||||||||||||
| 収録物識別子 | AA1168650X | |||||||||||||||||||||||
| PubMed | ||||||||||||||||||||||||
| 識別子タイプ | PMID | |||||||||||||||||||||||
| 関連識別子 | http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&DB=pubmed&term=29270584 | |||||||||||||||||||||||
| 関連名称 | 29270584 | |||||||||||||||||||||||
| 権利 | ||||||||||||||||||||||||
| 権利情報 | © 2017 Royal Society of Chemistry | |||||||||||||||||||||||
| 出版タイプ | ||||||||||||||||||||||||
| 出版タイプ | AM | |||||||||||||||||||||||
| 出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||||||||||||||||||||
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| URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000423025400019 | |||||||||||||||||||||||
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Shoji, Taku, Tanaka, Miwa, Takagaki, Sho, Miura, Kota, Ohta, Akira, Sekiguchi, Ryuta, Ito, Shunji, Moric, Shigeki, Okujima, Tetsuo, 2018, Synthesis of azulene-substituted benzofurans and isocoumarins via intramolecular cyclization of 1-ethynylazulenes, and their structural and optical properties: ROYAL SOC CHEMISTRY, 480–489 p.
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